Pembroke Vacations from $583

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Your Pembroke Vacation

Planning your next epic escape is a walk in the park with a Pembroke vacation package. The neighborhood of Goodwood, which is great for nature, makes an ideal starting point to uncover the wonders of this unique city. Up for a bit of sightseeing? A trip to Pembroke isn't complete without checking out Argyle Waterfall, Argyle Falls and other big-name attractions. Your ultimate Pembroke vacation is just clicks away. Browse flights, hotels and more on Expedia for a trip that's tailored to suit your travel style.

The Latest Pembroke vacation packages

Price found within the past 48 hours. Click for updated prices.
Villa Being - Tobago Luxury B&B

Villa Being - Tobago Luxury B&B

4 out of 5
Price was $778, price is now $583 per person
$583
per person
Jul 18 - Jul 20
found 17 hours ago
Roundtrip non-stop flight included
Georgetown (GEO) to Tobago (TAB)
9.4/10 Exceptional! (35 reviews)
The villa is well maintained, with gorgeous views and lovely staff.

Reviewed on May 10, 2026

Plantation Beach Villas

Plantation Beach Villas

3.5 out of 5
Price was $1,185, price is now $946 per person
$946
per person
Jun 21 - Jun 25
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Tobago (TAB)
9.6/10 Exceptional! (5 reviews)
Magdalena Grand Beach & Golf Resort

Magdalena Grand Beach & Golf Resort

4 out of 5
Price was $840, price is now $699 per person
$699
per person
Jul 18 - Jul 20
found 17 hours ago
Roundtrip non-stop flight included
Georgetown (GEO) to Tobago (TAB)
7.4/10 Good! (707 reviews)
My room was clean and tidy, the staff was friendly and welcoming. Love the options at the the breakfast buffet but the hotels infrastructure needs cleaning and upgrading. Terrible smell of the seaweed on the coastal shore was unbearable but overall I had a good experience though.

Reviewed on May 12, 2026

Crown Point Beach Hotel

Crown Point Beach Hotel

3 out of 5
Price was $996, price is now $874 per person
$874
per person
Jul 9 - Jul 14
found 1 day ago
Roundtrip flight included
New York (JFK) to Tobago (TAB)
8.6/10 Excellent! (112 reviews)
The staff was very helpful the room was very clean the food was delicious had a wonderful stay

Reviewed on Apr 23, 2026

Ri'Biero's Holiday Apartments

Ri'Biero's Holiday Apartments

3.5 out of 5
Price was $987, price is now $891 per person
$891
per person
Jul 16 - Jul 20
found 1 day ago
Roundtrip flight included
New York (JFK) to Tobago (TAB)
8/10 Very Good! (18 reviews)
Just a simple one night Stay. Property Manager was very helpful in getting us connected with a rental car and anything else that we needed. Great proximity to airport (will be interesting when the new Airport opens as it is right across the street) and to Store Bay/Pigeon Point areas.

Reviewed on Mar 20, 2025

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Pembroke Hotel Deals

Tropikist Beach Hotel & Resort

Tropikist Beach Hotel & Resort

3 out of 5
77 Old Store Bay Rd Crown Point Tobago
$143 nightly
The price is $156 total per night from May 17 to May 18
$156 total
May 17 - May 18
Total with taxes and fees
7.8/10 Good! (912 reviews)
Was a little disappointed by the all inclusive alcohol selection available but was ok. I would not select the all inclusive package and stick with breakfast only. There are alot of dining options within walking distance of the resort including Store Bay.

Reviewed on May 12, 2026

Tropikist Beach Hotel & Resort
Comfort Inn & Suites Tobago

Comfort Inn & Suites Tobago

3 out of 5
30 Orange Hill Road Scarborough Tobago
Fully refundableReserve now, pay when you stay
$170 nightly
The price is $186 total per night from May 17 to May 18
$186 total
May 17 - May 18
Total with taxes and fees
8.8/10 Excellent! (389 reviews)
Staff was amazing! The breakfast choices was very limited, would have liked more fruit options besides watermelon every day as well as traditional breakfast options. Otherwise very much enjoyed the stay

Reviewed on May 12, 2026

Comfort Inn & Suites Tobago
Coco Reef Resort and Spa

Coco Reef Resort and Spa

4 out of 5
Coconut Bay Crown Point Tobago
$269 nightly
The price is $300 total per night from May 24 to May 25
$300 total
May 24 - May 25
Total with taxes and fees
7.2/10 Good! (512 reviews)
The beach, breakfast and the location

Reviewed on May 5, 2026

Coco Reef Resort and Spa
See all 533 properties in Pembroke
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Find the Best Pembroke Vacation Packages

Pembroke Essential Information

Language
English
Currency
Trinidad and Tobago dollars
Closest Airport
A.N.R. Robinson Intl. Airport (TAB)
Top Sights
Turtle Beach, Castara Beach and Man-o-War Bay

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Frequently asked questions

How much does a Pembroke vacation package cost?
You can snap up a vacation package to this destination from $583 on Expedia. But how much your vacation to Pembroke costs will depend on factors like the length of stay, hotel choice and season.
What are the cheapest months to go to Pembroke?
November, December and January are the best times to look for cheap Pembroke vacation packages. Traveling in quieter periods means you can generally find better prices on flights and accommodations.
How many days is enough for Pembroke?
Usually, a handful of days is enough to visit the major attractions during your Pembroke vacation. However, if you'd like to have more time to chill out or take day tours, think about extending your itinerary.
How to find the best Pembroke package deals?
Use Expedia's filters to find some great Pembroke package deals. When you start your search, simply set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your break for midweek, or search for Pembroke package deals in the off-season. Switch up your travel dates and you may land even better discounts. As a rule of thumb, it's typically best to book your vacation package as soon as possible.
Is it cheaper to book a Pembroke vacation as a package?
An Expedia vacation package could land you great savings when compared to booking accommodations and flights separately. Better still, you can customize your Pembroke trip to fit your exact needs. Pick your preferred flight time, select the hotel type and add a rental car. Explore our bundles to see how much you can save.
When to book a vacation package to Pembroke?
If you've got your Pembroke vacation dates locked in, book as early as you can to snap up some awesome deals. With Expedia, you can often reserve some flights up to one year ahead of time. Prefer spur-of-the-moment adventures? Our last-minute deals are great for impromptu escapes.
Does Expedia offer Book Now, Pay Later Pembroke vacation packages?
Your Pembroke break is meant to be an escape from your daily routine, not a source of money-related stress. So to allow you more flexibility, we've joined up with online lender Affirm to offer our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and spread the total cost over 3, 6 or 12 months. Plus, there aren't any hidden costs or late payment fees to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.